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Vacation Rentals in Grand Cayman, Cayman Islands

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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235 Trusted Grand Cayman Rentals
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South Bay Beach C... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
4 Bedrooms, 4 Bathrooms, Sleeps 10
from
$979
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
4 Bedrooms, 4 Bathrooms, Sleeps 12
from
$840
Per Night
White Sands #9 , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
1 Bedroom, 1 Bathroom, Sleeps 2
from
$256
Per Night
Also consider
Superior view, superior comfort, best price value!
$350 - $425 / night
2 Bedrooms, sleeps 5
2 Bathrooms
Oceanfront 7 Mile Beach - Email for Specials!
$380 - $740 / night
2 Bedrooms, sleeps 5
2 Bathrooms
Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB
$250 - $600 / night
3 Bedrooms, sleeps 7
4 Bathrooms
Ocean's Edge Grand Cayman Condo
$225 - $250 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Caribbean, Cayman Islands, Grand Cayman Vacation...
4 Bedrooms, 5 Bathrooms, Sleeps 8
from
$995
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
6 Bedrooms, 6 Bathrooms, Sleeps 12
Save
You added Coco Kai -6BR 6BA Beachfront home with Pool to your Saves list
from
$813
Per Night
Sunset Cove 3 BR... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
3 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Sunset Cove 3 BR Oceanfront on Seven Mile Beach to your Saves list
from
$410
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
2 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Your BEST vacation ever! Condo on Seven Mile Beach to your Saves list
from
$145
Per Night
The Residences at... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
3 Bedrooms, 3 Bathrooms, Sleeps 8
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You added The Residences at The Ritz-Carlton, Grand Cayman to your Saves list
from
$1,500
Per Night
Casual Elegance... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
2 Bedrooms, 2 Bathrooms, Sleeps 4
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You added Casual Elegance, Steps to the Water, Top Location! to your Saves list
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
1 Bedroom, 1 Bathroom, Sleeps 2
from
$180
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 8
25.0% off your stay
from
$785
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$480
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$665
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$665
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$575
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$665
Per Night
Cayman Reef Resor... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
3 Bedrooms, 2 Bathrooms, Sleeps 1
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You added Cayman Reef Resort 56 - Luxury on Seven Mile Beach to your Saves list
from
$450
Per Night
Caribbean, Cayman Islands, Grand Cayman Vacation...
5 Bedrooms, 5 Bathrooms, Sleeps 12
from
$750
Per Night
Cayman Islands, Grand Cayman, West Bay Vacation...
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$360
Per Night
Cayman Reef Resor... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
3 Bedrooms, 2 Bathrooms, Sleeps 8
Save
You added Cayman Reef Resort 29 - Ocean Front Resort to your Saves list
from
$450
Per Night
Cayman Reef Resor... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Cayman Reef Resort #50 - Best Value on the Beach to your Saves list
from
$195
Per Night
Cayman Reef Resor... , Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach...
3 Bedrooms, 2 Bathrooms, Sleeps 8
Save
You added Cayman Reef Resort 12 - Low Cost 3 Bedroom to your Saves list
from
$375
Per Night
Escape in style – Grand Cayman beach villa and luxury condo rentals

With mile after mile of pristine beaches and clear turquoise seas, Grand Cayman vacation rentals take full advantage of their surroundings. Villas and condos feature beach-friendly comfort, private pools, bikes and tranquil island views. Our unbiased reviews say it best and give you confidence in your selection. “The location was perfect … the lagoon, kayaks, bikes, pool and Rum Point Beach….” And from a luxury condo vacation renter – “a little haven of tranquility. It is bright, clean, furnished to a great standard….”

Colorful, family-friendly island paradise

You will love the spirited blaze of color in the George Town capital and around the island. Perhaps perpetual sunshine demands the vibrant shades of purple, coral, sea green and mustard yellow that splash across island buildings. Groups, families and individuals enjoy all types of water adventures, from snorkeling and first class diving to turtle farm visits and simple beach picnics. Couples duck under the graceful casuarina trees for an exotic island cocktail along the more subdued Rum Point beach. The popular Seven Mile beach is close to everything and brimming with activity, so you’ll have no problem choosing the right tempo to suit your mood. Grand Cayman is a British territory and thriving financial center with over 600 international banks; so it’s easy to find many ways to contribute to the local economy. Pricey restaurants offer international cuisine, and local eateries deliver robust island fare with turtle, conch and Caribbean spices. Shopping choices mix duty-free luxury goods and fine jewelry boutiques with local specialty items and Cayman-esque souvenirs. Just be sure to remember your passport, now required of Caribbean-bound United States citizens.

From markets to bistros

The casual Market at the Grounds delivers a distinct Cayman atmosphere and taste. Enjoy home-cooked specialties, while you shop for traditional island crafts. Starvin’ Artists is a local artisan co-op with art, photography and crafts for every pocketbook. For a change from the many waterfront dining choices, you’ll find The Brasserie tucked away on Cricket Square in George Town. It’s a secret dining favorite with local corporate types, where customers enjoy the freshest of sea harvests, vegetables and fruits in a rich colonial setting.

Vacation rentals combine luxury, value and authentic island experience

Grand Cayman is not an inexpensive island destination, but you can avoid the high-end resort costs with your own luxury rental home. You’ll enjoy spacious living and the convenience of alternating meals cooked in your own villa kitchen with the pleasure of trying local restaurant choices. It’s the best of both worlds and one that will make you feel like a genuine islander!

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